Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP02040017
Common Name-
Systematic Name1-(8-[3]-ladderane-octanyl)-2-(8-[3]-ladderane-octanyl)-sn-
glycerophosphoethanolamine
Synonyms-
Exact Mass
759.5567 (neutral)    Calculate m/z:
FormulaC45H78NO6P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamines [GP02]
Sub ClassDialkylglycerophosphoethanolamines [GP0204]
PubChem CID42607461
InChIKeyWUBRNXFHQNMRJJ-PBYKHCMPSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C45H78NO6P/c46-23-26-51-53(47,48)52-30-33(50-25-12-8-4-2-6-10-14-32-16-
18-39-41(28-32)45-37-22-20-35(37)43(39)45)29-49-24-11-7-3-1-5-9-13-31-15-17-38-4
0(27-31)44-36-21-19-34(36)42(38)44/h31-45H,1-30,46H2,(H,47,48)/t31?,32?,33-,34?,
35?,36?,37?,38?,39?,40?,41?,42?,43?,44?,45?/m1/s1
SMILESO(P(=O)(O)OCCN)C[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)([H])COCCCCCCCCC1CC2C3C4CCC4
C3C2CC1
StatusActive
CommentsSubmitted by Henry Boumann, Netherlands
ReferencesPubMed ID: 18385981
Calculated physicochemical properties (?):
 Heavy Atoms53Rings8Aromatic Rings0Rotatable Bonds27
 van der Waals
Molecular Volume
771.75Topological Polar
Surface Area
100.24Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
6
 logP12.74Molar
Refractivity
214.33    
LIPID MAPS abbreviations for glycerophospholipids (GP)

The LIPID MAPS glycerophospholipid abbreviations (PC, PE, etc.) are used here to refer to species with one or two radyl side-chains where the structures of the side chains are indicated within parentheses in the 'Headgroup(sn1/sn2)' format (e.g. PC(16:0/18:1(9Z)). By default, R stereochemistry at the C-2 carbon of glycerol and attachment of the headgroup at the sn3 position is assumed. Also, acyl chains are assumed by default. The 'O-' prefix is used to indicate the presence of an alkyl ether substituent e.g. PC(O-16:0/18:1(9Z)), whereas the 'P-' prefix is used for the 1Z-alkenyl ether (Plasmalogen) substituent e.g. PC(P-16:0/18:1(9Z)).

For molecules with opposite (S) stereochemistry at C2 of the glycerol group and attachment of the headgroup at the sn1 position, the stereochemistry specification of [S] is appended to the abbreviation. The 'Headgroup(sn3/sn2)' abbreviation format is used.

For molecules with unknown stereochemistry at the C-2 carbon of the glycerol group, the stereochemistry specification of [U] is appended to the abbreviation and the structure is drawn with C-2 stereochemistry unspecified.